5-Hydroxy-2-(4-methoxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: a5ad5eaa-7687-49fb-93a8-ffd8dec4a212
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-methoxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4C(C(C(C(O4)CO)O)O)O)C5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4C(C(C(C(O4)CO)O)O)O)C5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C28H32O15/c1-39-11-4-2-10(3-5-11)14-6-12(31)18-13(32)7-15(42-28-25(38)23(36)21(34)17(9-30)43-28)19(26(18)40-14)27-24(37)22(35)20(33)16(8-29)41-27/h2-7,16-17,20-25,27-30,32-38H,8-9H2,1H3
• InChI Key: UZDCKPYGVMHOPB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.13
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9019	90.19%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.7037	70.37%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6462	64.62%
P-glycoprotein inhibitior	-	0.5947	59.47%
P-glycoprotein substrate	-	0.7113	71.13%
CYP3A4 substrate	+	0.6240	62.40%
CYP2C9 substrate	-	0.8389	83.89%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.6364	63.64%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.6235	62.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.7586	75.86%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8216	82.16%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7434	74.34%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7231	72.31%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	-	0.5255	52.55%
Aromatase binding	+	0.6053	60.53%
PPAR gamma	+	0.7017	70.17%
Honey bee toxicity	-	0.7600	76.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.6698	66.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.30%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.85%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.18%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.38%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.80%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.70%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.35%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.83%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.97%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL1907	P15144	Aminopeptidase N	84.99%	93.31%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.25%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.45%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.77%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.32%	92.62%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.28%	89.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.00%	96.00%

Plants that contains it

• Beta vulgaris

Cross-Links

• PubChem: 74977548
• LOTUS: LTS0084167
• wikiData: Q105282115